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7 Nov - 9 Nov
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14 Nov - 16 Nov
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28 Nov - 30 Nov
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26 Dec - 28 Dec

Featured Cottages in Southwest Wisconsin

Exterior
Tiny House on the River
Tiny House on the River
10.0 out of 10, Exceptional, (77)
"It was so amazing! Very clean and so cozy and we loved it in summer but want to come back for winter. "
United States
Taylor T.
The price is AU$356
includes taxes & fees
2 Nov - 3 Nov
Tiny House on the River
Smart TV
RiverFront Cottage>Private Pier>Firepit & Wildlife
RiverFront Cottage>Private Pier>Firepit & Wildlife
10.0 out of 10, Exceptional, (39)
"Beautiful place, definitely gives a cozy vibes. Good location. We had a wonderful stay, we will definitely book here again in the future. "
United States
Megan G.
The price is AU$334
includes taxes & fees
4 Nov - 5 Nov
RiverFront Cottage>Private Pier>Firepit & Wildlife
Property grounds
Charming 2-bedroom cottage near Lake Koshkonong - The Overlook Too!
Charming 2-bedroom cottage near Lake Koshkonong - The Overlook Too!
2.0 star property
9.4 out of 10, Exceptional, (3)
"Confusion at check in that appeared to be a mis-communication by Vrbo. Owners were very responsive and very accommodating. Pictures showed larger couch that we planned to use as additional bed but all worked out without it"
United States
Kelly R.
Charming 2-bedroom cottage near Lake Koshkonong - The Overlook Too!
Exterior
Walleye Waters Cottage
Walleye Waters Cottage
10.0 out of 10, Exceptional, (6)
"Everything was clean and the stress was very cute. Only a short drive to the dells"
United States
Sarah C.
The price is AU$368
includes taxes & fees
1 Nov - 2 Nov
Walleye Waters Cottage
Exterior
A Comfy Cozy Cottage on Clowney
A Comfy Cozy Cottage on Clowney
9.6 out of 10, Exceptional, (117)
"Comfortable, easy stay for a weekend. "
United States
Kelly
The price is AU$321
includes taxes & fees
2 Nov - 3 Nov
A Comfy Cozy Cottage on Clowney
Property grounds
Fall on the lake: hot tub, firepit & cozy nights
Fall on the lake: hot tub, firepit & cozy nights
10.0 out of 10, Exceptional, (13)
"This was a great getaway for spring break with my kids and a friend. Despite it being cold we enjoyed kayaking and relaxing in the hot tub. Very peaceful! Definitely would book again in the summer!"
United States
Mikko H.
The price is AU$566
includes taxes & fees
2 Nov - 3 Nov
Fall on the lake: hot tub, firepit & cozy nights
Exterior
Cozy Cottage getaway on the Mississippi/Wisconsin River in Wyalusing State Park
Cozy Cottage getaway on the Mississippi/Wisconsin River in Wyalusing State Park
9.6 out of 10, Exceptional, (37)
"We really enjoyed our stay!"
Netherlands
Constance S.
The price is AU$492
includes taxes & fees
3 Nov - 4 Nov
Cozy Cottage getaway on the Mississippi/Wisconsin River in Wyalusing State Park
Terrace/patio
Newly Remodeled 3BR Cottage w/ Hot Tub - Fire Pit - Near Wisconsin Dells
Newly Remodeled 3BR Cottage w/ Hot Tub - Fire Pit - Near Wisconsin Dells
10.0 out of 10, Exceptional, (8)
"We had a great day at the 10 Fox. They thought of many of the things one might need with small kids. It was really great to have a house outside of town, but also not that far making it very convenient to pop into town. Molly was very responsive to the few questions we had. "
United States
Alicia W.
The price is AU$581
includes taxes & fees
6 Nov - 7 Nov
Newly Remodeled 3BR Cottage w/ Hot Tub - Fire Pit - Near Wisconsin Dells
Exterior
Charming cottage in lovely Merrimac next to Ski/Golf/Hiking/Breweries
Charming cottage in lovely Merrimac next to Ski/Golf/Hiking/Breweries
8.0 out of 10, Very good, (1)
"Owner accidently gave us the wrong door code, but mistakes happen and we problem solved.Inside was even nicer & updated from photos shown overall and the space was perfect for what we needed.I do not believe the description was fully complete. It said Bluff Views which I didn't see which was fine, but I was NOT expecting this tiny house to be in a parking lot adjacent of a bar/venue. The one photo of the ouside is clearly photoshopped into blue sky, but it is really a blue bar.Our stay was...
United States
Sheri M.
The price is AU$446
includes taxes & fees
3 Nov - 4 Nov
Charming cottage in lovely Merrimac next to Ski/Golf/Hiking/Breweries
Exterior
Arbor Acres Cottage! Bright, cheery, cozy and ready for you right by Wis Dells!
Arbor Acres Cottage! Bright, cheery, cozy and ready for you right by Wis Dells!
9.8 out of 10, Exceptional, (36)
"Great place for family to reconnect with each other ❤️"
United States
Christine A.
The price is AU$590
includes taxes & fees
2 Nov - 3 Nov
Arbor Acres Cottage! Bright, cheery, cozy and ready for you right by Wis Dells!
Terrace/patio
Charming Nekoosa Home with Lake access
Charming Nekoosa Home with Lake access
10.0 out of 10, Exceptional, (5)
"Great spot to stay with friends close to sand valley. Plenty of space for our group and a very nice set up. "
United States
Justin L.
The price is AU$796
includes taxes & fees
2 Nov - 3 Nov
Charming Nekoosa Home with Lake access
Exterior
Charming A-Frame Cottage, HOT TUB, Fire Pit, Near GOLF & Lakes, 35min to Dells!
Charming A-Frame Cottage, HOT TUB, Fire Pit, Near GOLF & Lakes, 35min to Dells!
10.0 out of 10, Exceptional, (2)
"My entire family loved the house. First impression was adorable and welcoming. I have kids that range 11-17 and they all enjoyed inside and out. The hot tub was definitely a hit. We enjoyed the fire pit and bags every day. The quiet space inside and out was perfect! You have made a great space and we would highly recommend this place to anyone!"
United States
christian g.
The price is AU$578
includes taxes & fees
12 Nov - 13 Nov
Charming A-Frame Cottage, HOT TUB, Fire Pit, Near GOLF & Lakes, 35min to Dells!
Exterior
Mississippi River Front Property with amazing views!
Mississippi River Front Property with amazing views!
9.0 out of 10, Wonderful, (12)
"The property was exactly what we were looking for during our fall weekend gateway. We enjoyed the exceptional view of the Mississippi in the morning. And the hot tub at night. Great and easy communication with the property manager. We would come back again in a heart beat. "
United States
gwen l.
The price is AU$880
includes taxes & fees
3 Nov - 4 Nov
Mississippi River Front Property with amazing views!
House (2 Bedrooms) | Front of property
Walk to Main St Fond du Lac: Retreat w/ Yard
Walk to Main St Fond du Lac: Retreat w/ Yard
3.0 star property
The price is AU$303
includes taxes & fees
2 Nov - 3 Nov
Walk to Main St Fond du Lac: Retreat w/ Yard
Family Cottage, Park View | Terrace/patio
Big River Escape Parkside Bungalow
Big River Escape Parkside Bungalow
3.0 star property
The price is AU$342
includes taxes & fees
4 Nov - 5 Nov
Big River Escape Parkside Bungalow
Exterior
Relaxing Taylor Lake Retreat directly on the Chain of Lakes
Relaxing Taylor Lake Retreat directly on the Chain of Lakes
9.0 out of 10, Wonderful, (21)
"Beautiful place on the lake. We enjoyed staying here."
United States
Jacquelyn L.
The price is AU$526
includes taxes & fees
1 Nov - 2 Nov
Relaxing Taylor Lake Retreat directly on the Chain of Lakes
Property grounds
Charming 1-bedroom cottage in Cherry Valley - within walking distance to parks.
Charming 1-bedroom cottage in Cherry Valley - within walking distance to parks.
9.8 out of 10, Exceptional, (11)
The price is AU$332
includes taxes & fees
2 Nov - 3 Nov
Charming 1-bedroom cottage in Cherry Valley - within walking distance to parks.
Exterior
Cozy cottage on the Fox River, in town location
Cozy cottage on the Fox River, in town location
10.0 out of 10, Exceptional, (3)
"Loved the location! We had some activities planned in Oshkosh and it's an easy, convenient drive. The cottage itself was comfortable for us. Ammenities are as described. Scenic backyard on the Fox River. "
United States
Tracy S.
The price is AU$389
includes taxes & fees
2 Nov - 3 Nov
Cozy cottage on the Fox River, in town location
Exterior
Blue Beach Cottage - 5 Minute Walk to Private Beach!
Blue Beach Cottage - 5 Minute Walk to Private Beach!
9.6 out of 10, Exceptional, (16)
"We had a great stay at the blue cottage. It's in a quiet neighborhood with a private beach just a short walk away. The fenced backyard is a huge perk as well! The owner also is a good and quick communicator. "
United States
Randi R.
The price is AU$946
includes taxes & fees
1 Nov - 2 Nov
Blue Beach Cottage - 5 Minute Walk to Private Beach!
Outdoor dining
Charming & Cozy 2BR Cottage | Fireplace | Dog-Friendly | Amenity Access
Charming & Cozy 2BR Cottage | Fireplace | Dog-Friendly | Amenity Access
10.0 out of 10, Exceptional, (13)
"The cottage itself was great! It is a bit out of the way- It is also an HOA with many amenities, but they are miles away. We had some trouble navigating where to find the needed parking pass to utilize the amenities. The cottage is nestled among several other little cottages. Nice place, Galena is a lot of fun with very kind people!"
United States
Amy R.
The price is AU$481
includes taxes & fees
2 Nov - 3 Nov
Charming & Cozy 2BR Cottage | Fireplace | Dog-Friendly | Amenity Access
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Southwest Wisconsin Hotel Reviews

Best Western Premier Park Hotel

Best Western Premier Park Hotel

10/10 Excellent
"Excellent location. Room was clean - great view of the capital building. Nice shower and comfortable beds. Wish parking was included. Staff was friendly. "
Krista 1-night trip
Posted 2 days ago
Best Western Premier Park Hotel

Find out more about Southwest Wisconsin

Southwest Wisconsin Cottages information

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Frequently asked questions

How much do cottages in Southwest Wisconsin cost?
Rates for cottages in Southwest Wisconsin range between and per night. No matter your budget, you're sure to find the perfect place to soak up nature's beauty. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Southwest Wisconsin?
Southwest Wisconsin has cottages to pick from. Enter your destination, click on your travel dates and arrange your perfect trip today.
What is there to do in Southwest Wisconsin near my cottage?
The best accessory to take on your Southwest Wisconsin getaway is an exciting itinerary! Mt. Olympus Water and Theme Park, Noahs Ark Waterpark and Chula Vista Waterparks are among the biggest sights if you're staying in Wisconsin Dells. La Crosse also lures travellers with its wonderful attractions, such as Childrens Museum of La Crosse. Need more travel inspo? Find time for Shenanigans Entertainment Centre & Sports Bar and St. Rose of Viterbo Convent too.

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